Top Villa Rentals for an Unforgettable Family Vacation

When you stay in one of these family villas, lifelong memories are a guarantee.

Gather the entire extended family together for a vacation you’ll never forget. When you stay in one of these family villas – featuring plenty of private indoor and outdoor space, fun amenities for every age group, personalized service, and customized activities like water sports or cooking classes – lifelong memories are a guarantee.

Westhaven: Gibbes Beach, Barbados  

Located directly on world-renowned Gibbes Beach, this four-bedroom villa has everything your family needs for a relaxing island getaway. Enjoy fresh cuisine prepared by your private chef and served on the pool deck, swim and snorkel just steps from your door, and explore the quaint historic town of Speightstown, a five-minute drive away. View Westhaven >

La Veduta di Vertine: Tuscany, Italy

La Veduta di Vertine is an authentic 16th-century Tuscan farmhouse perched on the hillside of Chianti Classico. Set on four acres of olive groves and surrounded by Italian Cypress and rolling vineyards, this five-bedroom property – featuring a heated infinity pool, courtyard, bocce ball court, and pizza oven – is truly the idyllic Italian family retreat. View La Veduta di Vertine >

La Salamandre: Terres Basses, St. Martin

With six bedrooms, spacious covered terraces, and an enormous free-form pool, La Salamandre can accommodate large families comfortably – plus, the single-story layout ensures relatives with limited mobility can move around with ease. View La Salamandre >

Villas & Suites at Capella Marigot Bay Resort: Marigot Bay, St. Lucia

Capella Marigot Bay Resort and Marina is a contemporary, eco-friendly boutique hotel on St. Lucia’s beautiful western coastline. Ideal for families who want access to a wide range of resort amenities, guests in the estate’s one-, two-, or three-bedroom suites have the services of a Personal Assistant, access to three different pools (including a children’s pool), a selection of restaurants, and a host of available activities. View Capella Marigot Bay >

Shambhala: Long Bay Beach, Turks & Caicos 

“This was one of the best – if not the best – vacations our family has had in recent years,” reads a guest’s review. It’s easy to see why: Situated on two acres of unspoiled, quiet coastline, five-bedroom Shambhala boasts an infinity pool and hot tub; outdoor dining area with a fridge, bar, and grill; large media/game room; and a personal concierge and housekeeper. View Shambhala >  


Are you interested in renting a villa for your next family vacation? Browse our portfolio of family villas or contact us at 800.289.0900 to speak to a qualified villa expert who will help you explore which luxury villa best suits you.